TALLAHASSEE SAILING FIELD GUIDE
A private five‑hour sail from Pensacola Bay to the boat‑only refuge of Sand Island
A customizable, 5‑hour private boat outing that sails from Pensacola Bay to Sand Island for swimming, relaxing, and socializing—useful for planning gatherings and parties.
A private five‑hour sail from Pensacola Bay to the boat‑only refuge of Sand Island.
Hop aboard a well‑built private vessel and slip out across Pensacola Bay toward Sand Island, a sandbar and anchorage reachable only by boat. The trip is designed as a mid‑day escape: a comfortable cruise through local waterways that culminates in two hours anchored at crystal‑clear shallows for swimming, floating, and socializing.
Highlights
Outing Highlights
Sand Island: a boat‑only gathering place
Sand Island sits near the Pensacola Pass and is a favorite spot where hundreds of boaters drop anchor to swim and socialize—accessible only by water and ideal for a midday anchor stop.
Comfortable cruising and flexible itinerary
The operator runs private charters on well‑built boats, following a recommended schedule but encouraging guests to talk with the captain about customizing the outing to their needs and wants.
Two hours to swim, float, eat, and relax
After a safety briefing and a 30–45 minute transit, you anchor for roughly two hours of swimming, floating, food, and socializing before returning to the bay and the dock.
What the day feels like
What the trip feels like
The day moves at a steady, social pace: meet up at the agreed location at 10 a.m., depart once everyone is accounted for, listen to the captain’s safety brief, then relax into a 30–45 minute cruise while watching for marine life. Arrival at Sand Island leads to about two hours anchored for swimming, floating and refreshments, followed by a return cruise and disembarkation.
Suitability
Who it's for
Who this outing suits — and where to take care.
Practical planner
Details to review before reserving
The trip is a private 5‑hour outing with a 10:00 a.m. meet‑up and departure shortly after everyone is accounted for.
Bring food and snacks, refreshments, sunblock, beach towels, a change of clothes, any required daily medications, a hat, and sunglasses.
Review cancellation policies before reserving.
Frequently asked questions
Planning Your Outing
How long is the trip?
The outing is a 5‑hour private trip.
Where do we meet and when do we depart?
Meet up time is 10:00 a.m.; the meeting location is wherever you choose and the boat departs shortly after everyone is accounted for.
Can the boat accommodate passengers with limited mobility or wheelchairs?
The vessel does not have wheelchair access; however, the captain will do everything possible to help people with limited mobility on and off the vessel.
What will we do at Sand Island?
After arriving at the anchor location you will set anchor and enjoy about two hours of swimming, floating, food, and socializing.
Is the trip customizable?
Although there is a recommended itinerary, guests are encouraged to discuss customization with the captain to make the trip suit their needs and wants.